How often are you actually doing this?
For now, it’s just between 5-20 (rough estimate) a week, depending on the week, and I try to keep it low.
If assigning to group-tasks and folders would be possible, I would be assigning to folders even less often and have less projects in folders and less folders, and I would have a little different (faster/better) workflow.
Seems every few days you’d want to do general housekeeping
Not the case. If I could assign tasks directly to group-tasks within projects, I would restructure my workflow a little, to not rely so much on folders. I have many (many) little projects. I would prefer to have one larger (or longer in time) project, but I can’t assign tasks directly where I want, which makes me housekeeping more than I want, because I have to switch back and forth perspectives, just to move a task into a folder (or a group-task).
Either way, if I could 1) assign a task to a folder ▸ creates a project, or 2) assign a task to an item/task within a project/group task, would solve my problem (which is the necessity of unproductive, time consuming, nerve wracking, process).
putting tons of work into something that the typical user might do twice a week seems a waste of time, when there’s so much other low-hanging fruit.
I don’t think that is the case. Most of the users assign tasks with the Tab key or the arrows, typing few first letters and hitting enter. Each of that users has to switch windows, perspectives and drag projects and tasks. I’m sure you do that to (assigning by typing a few first letters). I just hate doing things, if there is better, faster, more efficient and more logical way to do it.